Bicarbonate Ion → HCID 178458169, compound

HRID 641844Notes

Reaction equation

HRID 641844 reaction equation
C([O:5][C:6]1[C:11]([CH2:12][NH:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]#[CH:23])=[CH:16][C:15]=2[C:24]([C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=2)=O)=[CH:10][CH:9]=[CH:8][N:7]=1)(C)(C)C.[O-]C#[N:37].[Na+].C(OCC)(=O)C.[C:45](=[O:48])(O)[O-]>C(O)(=O)C>[OH:5][C:6]1[C:11]([CH2:12][N:13]2[C:14]3[C:15](=[CH:16][C:17]([O:20][CH2:21][C:22]#[CH:23])=[CH:18][CH:19]=3)[C:24]([C:26]3[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=3)=[N:37][C:45]2=[O:48])=[CH:10][CH:9]=[CH:8][N:7]=1

Participants

6

Reactant 4

HCID 769Bicarbonate IonHCID 8857Ethyl AcetateHCID 517096Sodium CyanateHCID 86604384HCID 86604384, compound

Product 1

HCID 178458169HCID 178458169, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 290 mg (0.635 mmol) of {2-[(2-tert-butoxy-pyridin-3-ylmethyl)-amino]-5-propargyloxy-phenyl}-(4-isopropyl-phenyl)-methanone and in 7 ml acetic acid is reacted with 50 mg (0.762 mmol) sodium cyanate. After stirring overnight the mixture is distributed between ethyl acetate and aqueous bicarbonate solution. The organic layer is concentrated to yield the title compound in the form of a yellow solid.

Workup

  1. concentrationThe organic layer is concentrated

Sources & evidence

ORD record
ord-a11d5728cceb44688745eaa5a15b2962
Source dataset
uspto-grants-2010_04
Patent number
US07696216B2

Reaction notes

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